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Neighborhood MILF

Samantha Michaels has always been the the fantasy of all of the boys on our block. I remember the day she and her husband moved in to the house right across the street. I was eight at the time, and probably cared more about playing GI Joe's than ogling the neighbors. But even for a young boy it was hard not to notice how wonderfully curvy that Mrs. Michaels was. I had a school boys crush on her, the same as I had on some of my teachers in my school. I did't yet feel the sexual urges of puberty, but I could recognize beauty when I saw it. She worked as a nurse at the nearby hospital.

They had been living across the street for a year before Mrs. Michaels became pregnant. When the children were very young I was asked to babysit them when Mrs Michaels and her husband would have a date night. By the time I was 15 I had a huge lustful crush on Mrs. Michaels. I knew that it was just a fantasy, but I would jack off at night, dreaming of her plump red lips wrapped around my cock. I imagined what it would feel like to push her tits together and titty fuck those large boobs. I would fantasize about bending her over the sofa in her living room and really fucking her hard.

Right before I started high school I broke my hand at school. I didn't know it was broken, I had thought I had just sprained my hand. When I came home I asked Samantha to look at it. While she examined my hand, I could see down the front of her scrub top. She was wearing a neon pink lace bra. I could feel my cock stiffening, until she applied pressure on my hand and the pain brought me back to reality.

When I was 17 Mrs. Michaels and her husband got divorced. There were a lot of stories going around the neighborhood about why they got divorced. Some people said that she cheated on him with a coworker. The children stayed with her during the week, and with their father on the weekends. So often I was asked to look after her kids on week days when she had to work late or if she would have a date.

When I was 18 and getting ready to start college in the fall I was asked to babysit for Mrs. Michaels. I knocked on the door of her house. When she opened the door, she was wearing this short, black cocktail dress, with black high heels.

"Hi! Come on in James!" she said as she ushered me into her home. "Thank you so much for being available on such short notice."

"It's not a problem. I didn't have plans except to read tonight. I brought my book over for when the kids go to bed."

"I'm surprised you didn't have a date tonight" she said, giving me a little wink. I could feel my pulse quicken. Was she flirting with me? I discarded that notion. I was likely projecting my fantasies on a normal conversation.

"No date tonight," I said smiling. "But I wanted to catch up on my reading before college starts in the fall."

"That's great! Well I will be out until around 11 or midnight. Help yourself to food in the fridge. You can watch TV, or use the computer if you want. The kids need to be in bed by 9."

"Ok. Have they had dinner?"

"Yes. They're doing homework right now. They get one hour of TV before bed. Have fun James!" She bent over to pick up her purse, and I caught a view of her thong panties. She straightened up and waved good by and left.

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